A broad-spectrum antibiotic
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Oxytetracycline

Item No. 18076

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4S,4aR,5S,5aR,6S,12aS)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,6,10,12,12a-hexahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide
CAS Number
79-57-2
Synonyms
  • NSC 9169
  • Terramycin
Molecular Formula
C22H24N2O9
Formula Weight
460.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.3 mg/mlDMSO: 3 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/ml
λmax
220, 265, 360 nm
SMILES
O=C1C2=C(O)C=CC=C2[C@](O)(C)[C@]3([H])C1=C(O)[C@@](C(C(C(N)=O)=C(O)[C@H]4N(C)C)=O)(O)[C@@]4([H])[C@H]3O
InChi Code
InChI=1S/C22H24N2O9/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31)/t12-,13-,14+,17+,21-,22+/m1/s1
InChi Key
IWVCMVBTMGNXQD-PXOLEDIWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 g

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    50 g

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    Product Description

    Oxytetracycline is a broad-spectrum tetracycline antibiotic that inhibits protein synthesis in both Gram-positive and Gram-negative bacteria. The features of its biosynthesis often serve as a representative example for understanding the synthesis of other type II polyketides.1 Oxytetracycline is also used to examine the acquisition of oxytetracycline-resistance genes, which are associated with the development of antibiotic resistance.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pickens, L.B., and Tang, Y. Oxytetracycline biosynthesis. The Journal of Biological Chemisty 285(36), 27509-27515 (2010).

    2. Roberts, M.C. Update on acquired tetracycline resistance genes. FEMS Microbiol Lett. 245, 195-203 (2005).